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The Chemistry of N-substituted benzotriazoles. Part 22 [1]: Transformations of 1-(trimethylsilylmethyl)benzotriazole (1990)

Katritzky, Alan R. ; Lam, Jamshed N.

New York, NY [u.a.] : Wiley-Blackwell

Heteroatom Chemistry 1 (1990), S. 21-31

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ISSN: 1042-7163

Keywords: Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: 1-(Trimethylsilylmethyl)benzotriazole is readily prepared from benzotriazole and chloromethyltrimethylsilane. It undergoes fluoride-catalyzed desilylation with carbonyl compounds and forms an anion that can be alkylated and acylated readily and undergoes Peterson olefination. 1-(Cyclohexylidenemethyl)benzotriazole is lithiated exclusively at the α carbon atom, and the anion can be cleanly alkylated.1-(α-Acylalkyl)benzotriazoles are reduced to ketones with zinc and acid. The stability of 1-alkenylbenzotriazoles to hydrolysis has been studied.

Additional Material: 6 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/hc.520010104

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